4-Ethoxy-2-nitroaniline → 6-(2,2,2-Triflouroethoxy)-N-(4ethoxy-2-nitrophenyl)-3-pyridinecarboxamide

HRID 1007219Notes

Reaction equation

HRID 1007219 reaction equation
[F:1][C:2]([F:15])([F:14])[CH2:3][O:4][C:5]1[N:10]=[CH:9][C:8]([C:11]([OH:13])=O)=[CH:7][CH:6]=1.[CH2:16]([O:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[C:21]([N+:26]([O-:28])=[O:27])[CH:20]=1)[CH3:17]>>[F:14][C:2]([F:1])([F:15])[CH2:3][O:4][C:5]1[N:10]=[CH:9][C:8]([C:11]([NH:23][C:22]2[CH:24]=[CH:25][C:19]([O:18][CH2:16][CH3:17])=[CH:20][C:21]=2[N+:26]([O-:28])=[O:27])=[O:13])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 692294-Ethoxy-2-nitroanilineHCID 27810286-(2,2,2-Trifluoroethoxy)pyridine-3-carboxylic acid

Product 1

HCID 226689236-(2,2,2-Triflouroethoxy)-N-(4ethoxy-2-nitrophenyl)-3-pyridinecarboxamide

Procedure

The title compound was prepared from 6-(2,2,2-trifluoroethoxy)pyridine-3-carboxylic acid and 4-ethoxy-2-nitroaniline as a yellow solid as described in Example 15. 1H NMR (CDCl3): 11.05 (s, 1H), 8.84-8.80 (m, 2H), 8.25-8.21 (m, 1H), 7.73 (d, J=3.0, 1H), 7.32-7.28 (m, 1H), 7.01 (d, J=8.7, 1H), 4.86 (q, J=8.4, 2H), 4.11 (q, J=6.9, 2H), 1.46 (t, J=6.9, 3H).

Sources & evidence

ORD record
ord-e6ab116cef3e4cb09e6b6420f5aeb9ee
Source dataset
uspto-grants-2004_09
Patent number
US06794397B2

Reaction notes

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